N-(3-(Aminomethyl)benzyl)acetamidine

Base Information

• Chemical Name: N-(3-(Aminomethyl)benzyl)acetamidine
• CAS No.: 180001-34-7
• Molecular Formula: C10H15N3
• Molecular Weight: 177.249
• UNII: M1VB8VP8OH
• DSSTox Substance ID: DTXSID201290729
• Nikkaji Number: J820.424A
• Wikidata: Q27070773
• Pharos Ligand ID: KCT2SNYVDDRJ
• Metabolomics Workbench ID: 121277
• ChEMBL ID: CHEMBL107251
• Mol file: 180001-34-7.mol

Synonyms:1400W cpd;N-(3-(aminomethyl)benzyl)acetamidine

Chemical Property of N-(3-(Aminomethyl)benzyl)acetamidine

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.000183mmHg at 25°C
• Melting Point: 208-220 °C
• Boiling Point: 329 °C at 760 mmHg
• PKA: 11.33±0.50(Predicted)
• Flash Point: 152.7 °C
• PSA: 61.90000
• Density: 1.09 g/cm³
• LogP: 2.42300
• Storage Temp.: −20°C
• Solubility.: DMSO, Methanol, Water
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.126597491
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

98% ^*data from raw suppliers

1400W dihydrochloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=NCC1=CC=CC(=C1)CN)N
• Uses: A selective inducible nitric oxide synthase (iNOS) inhibitor. A long-acting human iNOS inhibitor possessing an IC50 value of 2.0uM 1400W selectively inhibits inducible nitric oxide synthase. W 1400 has been implicated to prevent Doxorubicin and Trastuzumab induced cardiotoxicity.

Technology Process of N-(3-(Aminomethyl)benzyl)acetamidine

There total 4 articles about N-(3-(Aminomethyl)benzyl)acetamidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-(3-(N-Boc-aminomethyl)benzyl)acetimidine hydrochloride (180001-98-3) → N-(3-(aminomethyl)benzyl)acetimidine (180001-34-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 3h;

DOI:10.1021/ja0445645

Reference yield:

1-(N-Boc-aminomethyl)-3-(aminomethyl)benzene (108467-99-8) → N-(3-(aminomethyl)benzyl)acetimidine (180001-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / ethanol / 3 h / 0 °C

2: 98 percent / aq. HCl / dioxane / 3 h / 20 °C

With hydrogenchloride; In 1,4-dioxane; ethanol;

DOI:10.1021/ja0445645

Reference yield:

C15H23N3O2*BrH → N-(3-(aminomethyl)benzyl)acetimidine (180001-34-7)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 16h; Acidic conditions;

DOI:10.1016/j.jpba.2015.11.045

upstream raw materials:

N-(3-(N-Boc-aminomethyl)benzyl)acetimidine hydrochloride

1-(N-Boc-aminomethyl)-3-(aminomethyl)benzene

Refernces

• 1、 Zhu, Yaoqiu,Nikolic, Dejan,Van Breemen, Richard B.,Silverman, Richard B.. "Mechanism of inactivation of inducible nitric oxide synthase by amidines. Irreversible enzyme inactivation without inactivator modification". . p. 858 - 868. Retrieved 2007/10/03.